Pet-friendly vacation rentals in Downtown Chicago
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Downtown Chicago
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Downtown Chicago pet-friendly home rentals
Pet-friendly house rentals
Home in Chicago
4.95 out of 5 average rating, 133 reviewsChicago Riverhouse with private fenced in patio!
Home in Forest Park
4.9 out of 5 average rating, 228 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Chicago
4.9 out of 5 average rating, 339 reviewsPrivate 3rd Floor Apartment
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Home in Chicago
4.81 out of 5 average rating, 200 reviewsSpacious Luxury Townhouse - Old Town
Home in Chicago
4.92 out of 5 average rating, 213 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Home in Chicago
4.83 out of 5 average rating, 126 reviewsBucktown Home W/ Free Garage Parking for 2 Cars!
Home in Chicago
4.93 out of 5 average rating, 330 reviewsAmazing Penthouse Skyline Views!
Pet-friendly home rentals with a pool
Rental unit in Chicago
4.85 out of 5 average rating, 196 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Rental unit in Rosemont
4.94 out of 5 average rating, 34 reviewsRelaxing Standard Room l Free Airport Shuttle
Rental unit in Chicago
5 out of 5 average rating, 10 reviewsCozy studio near Michigan lake
Rental unit in Chicago
4.92 out of 5 average rating, 13 reviewsDowntown Penthouse Lake Views #1|Gym, Parking+Pool
Rental unit in Chicago
4.91 out of 5 average rating, 11 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
Rental unit in Chicago
4.95 out of 5 average rating, 43 reviewsCozy 2 Bed Apt in Wicker Park East w/ Free Parking
Campsite in Midlothian
4.99 out of 5 average rating, 76 reviewsWaverly Woods Outpost: Private Glampsite w Theater
Rental unit in Itasca
4.74 out of 5 average rating, 210 reviewsKing Bed at Chicago Northwest + PET Friendly
Private, pet-friendly home rentals
Rental unit in Chicago
4.83 out of 5 average rating, 485 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Tiny home in Burr Ridge
4.92 out of 5 average rating, 261 reviewsLess is more! Pet friendly Tiny Home near Chicago!
Rental unit in Chicago
4.88 out of 5 average rating, 138 reviewsBright and Cozy 1BR Apartment in Logan Square!
Rental unit in Chicago
4.92 out of 5 average rating, 153 reviewsUrban Pilsen Apt. near Downtown
Guest suite in Skokie
4.87 out of 5 average rating, 153 reviewsAdorable studio style unit - Self check in ⚡️
Guest suite in Oak Park
4.83 out of 5 average rating, 161 reviewsPrivate garden suite in quiet safe Oak Park
Rental unit in Chicago
4.89 out of 5 average rating, 182 reviewsHistoric Chicago neighborhood flat
Rental unit in Chicago
4.83 out of 5 average rating, 134 reviewsChicago Lincoln Park Getaway
Destinations to explore
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